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Owens, Steven G. (2013) EXPLORATION OF THIOPHENE-BASED DONOR-DONOR AND DONOR-ACCEPTOR CONJUGATED OLIGOMERS. Master's Thesis, University of Pittsburgh. (Unpublished)

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Conjugated polymers are one of the leading technologies in electronic materials research. In this work we investigate thiophene-based donor-donor (D-D) and donor-acceptor (D-A) conjugated oligomers for future application towards polymer solar cells (PSCs).
Beginning from computational studies, our group targets specific monomers that show promise in both bandgap and solar cell efficiency. For this research, we have found a novel alkyl-nitrothiophene (2-bromo-5-cyano-3-hexyl-4-nitrothiophene, NT) monomer as well as a unique D-D combination of propylenedioxythiophene (ProDOT) and isothianapthene (ITN). In both of these cases, we found that we can tune the tetramer bandgap (in both D-D and D-A systems) simply by changing the order of monomers (rather than changing the identity of the monomers). Horner-Wadsworth-Emmons (HWE) was chosen to provide the ability to individually couple monomers, allowing us to synthesize sequenced oligomers.
The synthesis of the novel alkyl-NT monomer was successful and progress towards additional monomers necessary for HWE coupling was made. A test Stille coupling towards the synthesis of the ProDOT-ITN oligomer was also attempted.


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Item Type: University of Pittsburgh ETD
Status: Unpublished
CreatorsEmailPitt UsernameORCID
Owens, Steven G.sgo7@pitt.eduSGO7
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairHutchison, Geoffrey R.geoffh@pitt.eduGEOFFH
Committee MemberMeyer, Tara Y.tmeyer@pitt.eduTMEYER
Committee MemberMillstone, Jilljem210@pitt.eduJEM210
Date: 26 September 2013
Date Type: Publication
Defense Date: 12 August 2013
Approval Date: 26 September 2013
Submission Date: 15 August 2013
Access Restriction: 1 year -- Restrict access to University of Pittsburgh for a period of 1 year.
Number of Pages: 34
Institution: University of Pittsburgh
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Degree: MS - Master of Science
Thesis Type: Master's Thesis
Refereed: Yes
Uncontrolled Keywords: thiophene D-A D-D "donor-acceptor" "donor-donor" "conjugated oligomer" "electronic materials" OPV PSC "organic photovoltaic" "polymer solar cell"
Date Deposited: 27 Sep 2013 00:29
Last Modified: 15 Nov 2016 14:14


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